5,12,12-Trimethyl-14-oxapentacyclo[11.2.2.15,8.01,11.02,8]octadec-6-en-13-ol

Details

• Internal ID: dbe05e30-3a9e-40d5-bbc6-7d1f7639bf0f
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: 5,12,12-trimethyl-14-oxapentacyclo[11.2.2.15,8.01,11.02,8]octadec-6-en-13-ol
• SMILES (Canonical): CC1(C2CCC34CC(CCC3C25CCC1(OC5)O)(C=C4)C)C
• SMILES (Isomeric): CC1(C2CCC34CC(CCC3C25CCC1(OC5)O)(C=C4)C)C
• InChI: InChI=1S/C20H30O2/c1-16(2)14-5-7-18-9-8-17(3,12-18)6-4-15(18)19(14)10-11-20(16,21)22-13-19/h8-9,14-15,21H,4-7,10-13H2,1-3H3
• InChI Key: RRYTXWAMRRHHAA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₂
• Molecular Weight: 302.50 g/mol
• Exact Mass: 302.224580195 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 4.28
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9886	98.86%
Caco-2	+	0.8675	86.75%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5972	59.72%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.9073	90.73%
OATP1B3 inhibitior	+	0.9033	90.33%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.4557	45.57%
P-glycoprotein inhibitior	-	0.8408	84.08%
P-glycoprotein substrate	-	0.7970	79.70%
CYP3A4 substrate	+	0.5608	56.08%
CYP2C9 substrate	-	0.8107	81.07%
CYP2D6 substrate	-	0.7976	79.76%
CYP3A4 inhibition	-	0.9199	91.99%
CYP2C9 inhibition	-	0.7889	78.89%
CYP2C19 inhibition	-	0.7095	70.95%
CYP2D6 inhibition	-	0.9454	94.54%
CYP1A2 inhibition	-	0.7433	74.33%
CYP2C8 inhibition	-	0.7451	74.51%
CYP inhibitory promiscuity	-	0.9470	94.70%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6528	65.28%
Eye corrosion	-	0.9854	98.54%
Eye irritation	-	0.8985	89.85%
Skin irritation	-	0.6484	64.84%
Skin corrosion	-	0.9466	94.66%
Ames mutagenesis	-	0.6437	64.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.3745	37.45%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.5959	59.59%
skin sensitisation	-	0.7127	71.27%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.5982	59.82%
Acute Oral Toxicity (c)	III	0.5842	58.42%
Estrogen receptor binding	+	0.8272	82.72%
Androgen receptor binding	+	0.6385	63.85%
Thyroid receptor binding	+	0.6990	69.90%
Glucocorticoid receptor binding	+	0.6678	66.78%
Aromatase binding	+	0.6918	69.18%
PPAR gamma	-	0.5635	56.35%
Honey bee toxicity	-	0.8659	86.59%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9442	94.42%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.09%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.01%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.03%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.52%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.72%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.91%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.28%	82.69%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.18%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.31%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.14%	97.14%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.57%	100.00%
CHEMBL4040	P28482	MAP kinase ERK2	81.11%	83.82%

Plants that contains it

• Excoecaria agallocha

Cross-Links

• PubChem: 73817264
• LOTUS: LTS0143196
• wikiData: Q105244456